Nail compositions containing silicone-organic polymer hybrid compound

ABSTRACT

The invention relates to nail compositions comprising at least one silicone-organic polymer hybrid compound.

FIELD OF THE INVENTION

The present invention relates to nail compositions comprising at leastone silicone-organic polymer hybrid compound.

DISCUSSION OF THE BACKGROUND

UV gel compositions typically consist of a layer of basecoat foradhesion on the nails, one or more color coats to enhance the color, anda layer of topcoat for shine. Each coating needs to be cured with a UVLamp or UV LED. A UV gel composition set is thus a system that typicallycontains base coat, color coat and top coat layers. The UV gelcomposition set's adhesion on the nail and the cohesion among the layersis so strong that it is difficult to remove such composition sets fromnails. To remove such UV gel products from nails, it is usually requiredto soak nails with harsh solvent such as acetone for 20 minutes or more,followed by scraping the product off the nail. Frequent and/or prolongeduse of such solvents in this manner and associated scraping can damagenails such as, for example, by making them dry and brittle. At the sametime, the removal process is time-consuming.

Further, consumers come in contact with water several times a day duringthe course of the day, (for example, showers, hand washing, washingdishes, etc.). Such nail compositions sets are susceptible to damage bysuch frequent contact with water.

U.S. patent application publication no. 2013/0263875 relates tomonophasic energy-curable solvent-free compositions which are formulatedusing at least one energy-curable resin and at least one film-former.Phthalic anhydride/glycerin/glycidyl decanoate copolymer is part of alaundry list of possible film formers in such compositions.

PCT patent application publication no. WO 2015/022438 relates to “novelplasticizers for nail varnish.” Page 9 of the application refers tophthalic anhydride/glycerol/glycidyl decanoate copolymer in a laundrylist of possible film formers.

It would be desirable to possess a UV gel product which has one or moreof the following properties (preferably, all of the followingproperties): good water-resistance, good wear and/or good adhesion,without prolonging the amount of time needed for removal from nails.Also, it would be desirable to possess a UV gel product which does notinclude a basecoat and/or a topcoat, but which has good gloss/shineproperties.

There remains a need for UV gel compositions which are safe and adherewell to nails, and which have some or all of the desired propertiesdiscussed above.

SUMMARY OF THE INVENTION

The present invention relates to a nail composition comprising at leastone silicone-organic polymer hybrid compound.

The present invention also relates to a nail composition set comprising(1) at least one basecoat composition; and (2) at least one color coatcomposition comprising at least one silicone-organic polymer hybridcompound. Preferably, the nail composition set does not contain atopcoat.

The present invention also relates to a nail composition set comprising(1) at least one topcoat composition; and (2) at least one color coatcomposition comprising at least one silicone-organic polymer hybridcompound. Preferably, the nail composition set does not contain abasecoat.

The present invention also relates to a nail composition set consistingof at least one color coat composition comprising at least onesilicone-organic polymer hybrid compound.

The present invention further relates to methods for making up and/orprotecting nails comprising applying to the nails at least one nailcomposition comprising at least one silicone-organic polymer hybridcompound.

The present invention further relates to methods for making up and/orprotecting nails comprising applying to the nails at least one nailcomposition set comprising (1) at least one basecoat composition; and(2) at least one color coat composition comprising at least onesilicone-organic polymer hybrid compound. Preferably, the nailcomposition set does not contain a topcoat.

The present invention also relates to methods for improving gloss of anail composition comprising (1) forming a nail composition comprising atleast one silicone-organic polymer hybrid compound and (2) providinginstructions (a) to apply the nail composition to nails to form anapplied composition on the nails, (b) to subject the applied compositionto ultraviolet (UV) or visible light radiation to form a curedcomposition on the nails, and (c) to apply at least one short chainalcohol to the cured composition on the nails, resulting in a glossycured composition.

The present invention also relates to methods for improving gloss of anail composition comprising (1) applying a nail composition comprisingat least one silicone-organic polymer hybrid compound to nails to forman applied composition on the nails, subjecting the applied compositionto ultraviolet (UV) or visible light radiation to form a curedcomposition on the nails, and applying at least one short chain alcoholto the cured composition on the nails, resulting in a glossy curedcomposition.

The present invention also relates to a kit for a nail composition setcomprising at least one nail composition comprising at least onesilicone-organic polymer hybrid compound.

The present invention also relates to a kit for a nail composition setcomprising (1) at least one basecoat composition; and (2) at least onecolor coat composition comprising at least one silicone-organic polymerhybrid compound. Preferably, the nail composition set does not contain atopcoat.

It is to be understood that both the foregoing general description andthe following detailed description are exemplary and explanatory only,and are not restrictive of the invention.

DETAILED DESCRIPTION OF THE INVENTION

In the following description of the invention and the claims appendedhereto, it is to be understood that the terms used have their ordinaryand accustomed meanings in the art, unless otherwise specified.

“About” as used herein means within 10% of the indicated number (e.g.“about 10%” means 9%-11% and “about 2%” means 1.8% -2.2%).

“A” or “an” as used herein means “at least one.”

As used herein, all ranges provided are meant to include every specificrange within, and combination of subranges between, the given ranges.Thus, a range from 1-5, includes specifically 1, 2, 3, 4 and 5, as wellas subranges such as and 2-5, 3-5, 2-3, 2-4, 1-4, etc.

“Adhesion” as used herein, refers to chemical and/or physical bondingbetween a coating and a substrate. Good adhesion between nail polish andnail surface should translate to good wear properties on consumers.

“Adhesive agent” or “adhesive” means a polymer that improves chemicaland/or physical bonding between a coating and a substrate. In thisinvention, the adhesive agent improves bonding between compositions andthe nail surface or other compositions.

“Removal” or “Easy removal” means the composition may be substantiallyremoved with acetone or other organic solvents not limited to butylacetate, isopropyl alcohol, ethanol, ethyl acetate, methyl acetate,methyl ethyl ketone, and mixtures thereof, followed by scraping of thecomposition from the nail.

“Film former”, “film-forming polymer” or “film forming agent” or“co-film former” as used herein means a polymer or resin that leaves afilm on the substrate to which it is applied, for example, after asolvent accompanying the film former has evaporated, absorbed intoand/or dissipated on the substrate.

“Free” or “devoid” of as it is used herein means that while it ispreferred that no amount of the specific component be present in thecomposition, it is possible to have very small amounts of it in thecompositions of the invention provided that these amounts do notmaterially affect at least one, preferably most, of the advantageousproperties of the compositions of the invention. Thus, for example,“free of solvents” means that non-aqueous solvents are preferablyomitted (that is 0% by weight), but can be present in the composition atan amount of less than about 0.25% by weight, typically less than about0.1% by weight, typically less than about 0.05% by weight, based on thetotal weight of the composition.

“Water free” or “free of water” herein means that water is preferablyomitted (that is 0% by weight), but can be present in the composition atan amount of less than about 0.25% by weight, typically less than about0.1% by weight, typically less than about 0.05% by weight, based on thetotal weight of the composition.

“Makeup Result” as used herein, refers to compositions where colorremains the same or substantially the same as at the time ofapplication, as viewed by the naked eye, after an extended period oftime. “Makeup Result” may be evaluated by evaluating long wearproperties by any method known in the art for evaluating suchproperties. For example, long wear may be evaluated by a test involvingthe application of a composition to nails and evaluating the color ofthe composition after an extended period of time. For example, the colorof a composition may be evaluated immediately following application tonails and these characteristics may then be re-evaluated and comparedafter a certain amount of time. Further, these characteristics may beevaluated with respect to other compositions, such as commerciallyavailable compositions.

“Making up” as used herein means to provide decoration (for example,color) to the nail.

“Protecting” as used herein means to inhibit damage to the nail (forexample, chipping) by providing a protective layer on the nail.

“Nails”, “fingernail or “toenail” refers to a human keratinous substrateon a finger or toe which can be treated (decorated) with a single ormultiple nail cosmetic compositions.

“Nail treatment system” or “nail composition set” means multiplecompositions applied on the surface of nails.

“Nail composition” or “lacquer” or “nail polish” or “nail enamel” or“nail coating” or “nail film” refers to nail enamel usable as abasecoat, color coat, top coat, clear coat and protective coat appliedon nails separately and/or as a combined application of the above.

“Substituted” as used herein, means comprising at least one substituent.Non-limiting examples of substituents for substitution include atoms,such as oxygen atoms and nitrogen atoms, as well as functional groups,such as hydroxyl groups, ether groups, alkoxy groups, acyloxyalkylgroups, oxyalkylene groups, polyoxyalkylene groups, carboxylic acidgroups, amine groups, acylamino groups, amide groups, halogen containinggroups, ester groups, thiol groups, sulphonate groups, thiosulphategroups, siloxane groups, and polysiloxane groups. The substituent(s) maybe further substituted.

“Gloss” in compositions as used herein refers to compositions havingwith an average gloss, measured at 20°, of greater than or equal to 35,for example 40, preferably 45, 55, 60 or 65, including all ranges andsubranges therebetween such as 35-65, 40-65, etc., and/or an averagegloss, measured at 60°, of greater than or equal to 65, 70, 75 or 80,including all ranges and subranges therebetween such as 65-80, 65-75,etc.

The term “average gloss” denotes the gloss as it can be measured using agloss meter, for example by spreading a layer of the composition to betested, between 50 μm and 150 μm in thickness, on a white Lenetacontrast card using an automatic spreader. The deposit is cured underUV-LED lamp for 1 min. The residual tacky layer is wiped off with lintfree cotton saturated in alcohol solvent, and then the gloss is measuredat 20° using a Byk Gardner gloss meter of reference microTRI-GLOSS. Thismeasurement is repeated at least three times, and the average gloss inGU (gloss units) is the average of the at least three measurementscarried out.

The average gloss at 60° is measured in a similar manner, themeasurement being carried out at 60° rather than 20°.

“Shine enhancing agent” or “shine increasing agent” in accordance withthe present invention means increasing shine or, as the case may be,mitigating or reducing any reduction in shine that may result from theuse of corresponding amounts of non-shine enhancing materials.

“Water resistance” as used herein, means resistance of a material(substance) to the penetration of water, which may cause degradation ofthat material. The method implemented if assessment of this invention isfurther disclosed

The compositions and methods of the present invention can comprise,consist of, or consist essentially of the essential elements andlimitations of the invention described herein, as well as any additionalor optional ingredients, components, or limitations described herein orotherwise useful.

Referred to herein are trade names for materials including, but notlimited to polymers and optional components. The inventors herein do notintend to be limited by materials described and referenced by a certaintrade name. Equivalent materials (e.g., those obtained from a differentsource under a different name or catalog (reference) number) to thosereferenced by trade name may be substituted and utilized in the methodsdescribed and claimed herein.

All percentages and ratios are calculated by weight unless otherwiseindicated. All percentages are calculated based on the total weight of acomposition unless otherwise indicated. All component or compositionlevels are in reference to the active level of that component orcomposition, and are exclusive of impurities, for example, residualsolvents or by-products, which may be present in commercially availablesources.

Silicone-Organic Polymer Hybrid Compound

In accordance with the present invention, nail compositions comprisingat least one silicone-organic polymer hybrid compound are provided.Preferably, the at least one silicone-organic polymer hybrid compound isselected from a silicone vinyl acetate compound and a crosslinkedanionic copolymer comprised of organic polymer blocks and siliconeblocks, resulting in a multiblock polymer structure, or mixturesthereof.

In particular, suitable examples of the silicone-organic polymer hybridcompound of the present invention include, but are not limited to,copolymers of vinyl acetate and vinylsilicone. Such copolymers mayoptionally further include C3-7 carboxylic acid and/or vinyl C7-45 alkylester monomers.

In particular, suitable examples of the silicone-organic polymer hybridcompound of the present invention include, but are not limited to,crosslinked anionic copolymers comprising at least one cross-linkedpolysiloxane structural unit. PCT patent application publication no. WO2011/069786, the entire contents of which is hereby incorporated byreference, discloses such compounds.

A preferred silicone-organic polymer hybrid compound of the presentdisclosure is a compound having the INCI name of Crotonic Acid/VinylC8-12 Isoalkyl Esters/VA/Bis-Vinyldimethicone Crosspolymer which is acopolymer of Crotonic Acid, vinyl C8-12 isoalkyl esters and VinylAcetate crosslinked with bis-vinyldimethicone. This compound iscommercially available from the company Wacker Chemie AG under thetradename Wacker Belsil®P1101 (may also be known under the tradenameWacker Belsil® P101). Crotonic Acid/Vinyl C8-12 IsoalkylEsters/VA/Bis-Vinyldimethicone Crosspolymer is also known by thetechnical name of Crotonic AcidNinyl C8-12 IsoalkylEsters/VA/divinyldimethicone Crosspolymer.

Preferably, the at least one silicone-organic polymer hybrid compound ispresent in the nail composition of the present invention in amounts ofactive material generally ranging from about 2% to about 20%, preferablyfrom about 3% to about 15%, and more preferably from about 5% to about11%, by weight, based on the total weight of the cosmetic composition,including all ranges and subranges in between.

Base Composition for the Nail Composition

According to preferred embodiments, the base composition for the nailcompositions of the present invention is a UV gel composition. Examplesof such UV gel compositions include, but are not limited to, aphotocrosslinkable composition such as disclosed in U.S. patentapplication publication no. 2015/0306013 (the entire content of which ishereby incorporated by reference) and a fast-curing composition such asdisclosed in U.S. patent application publication no. 2015/0139924 (theentire content of which is hereby incorporated by reference). Set forthbelow are examples of ingredients which can be found in the nailcompositions of the present invention, although all of the identifiedingredients need not be present.

Photocrosslinkable Compound

According to preferred embodiments, the nail compositions of the presentinvention comprise at least one photocrosslinkable compound. The term“photocrosslinkable compound” refers to an organic compound suitable forcrosslinking under the action of a light ray and/or UV rays, resultingin a crosslinked polymer network.

Preferably, the photocrosslinkable compound(s) and silicone-organicpolymer hybrid compound(s) are present in the nail compositions of thepresent invention in a photocrosslinkable compound to silicone-organicpolymer hybrid compound weight ratio of from 5:1 to 1:2.5, preferablyfrom 4:1 to 1:2, preferably from 3.5:1 to 1:1.5, and preferably from3.5:1 to 1:1, including all ranges and subranges therebetween. Accordingto preferred embodiments of the present invention, compositions of thepresent invention contain more photocrosslinkable compound thansilicone-organic polymer hybrid compound by weight.

Urethane (meth)acrylate Compound

According to preferred embodiments, the photocrosslinkable compound isat least one photocrosslinkable urethane (meth)acrylate compound. Theterm “urethane (meth)acrylate compound” refers to any compoundcomprising at least one urethane function —O—C(O)—NH—, also known as acarbamate, and at least one (meth)acrylate function according to theformula

H₂C═C(R)—C(O)—O—

where R═H or CH₃.

The “urethane” function is also referred to as a “carbamate” function.The urethane (meth)acrylate compound may be chosen from the groupconsisting of urethane poly(meth)acrylate compounds. According to thepresent invention, the term “poly(meth)acrylate compound” refers to a(meth)acrylate compound comprising a plurality of (meth)acrylatefunctions.

In this way, the term “poly(meth)acrylate compound” may refer to acompound comprising at least two methacrylate functions, or at least twoacrylate functions, or at least one methacrylate function and at leastone acrylate function.

As urethane (meth)acrylate compounds, particular mention may be made ofurethane dimethacrylate compounds.

The term “urethane dimethacrylate compound” refers to any compoundcomprising at least one urethane function —O—C(O)—NH—, and twomethacrylate functions according to the formula

H₂C═C(CH₃)—C(O)—O—.

The term “polyurethane group” refers to a group obtained frompolymerizing a mixture of monomers comprising isocyanate functions andmonomers.

Particularly preferred urethane (meth)acrylate compounds are thosecommercially available from Esstech, Inc. (www.esstechinc.com) under thename Exothane such as, for example, Exothane 8, Exothane 9, Exothane 10,Exothane 24, Exothane 26, Exothane 32, Exothane 108, and Exothane 126.The Exothane compounds are elastomers having high conversion valuesproperties leading to improved adhesion. For example, preferredcompounds have conversion values of 80% or greater, preferably 85% orgreater, preferably 90% or greater, including all ranges and subrangestherebetween such as, for example, 83% to 99%, 85% to 99%, 90% to 99%,etc. Further, such compounds preferably have high viscosity, preferablybetween 8,500 cPs and 1,000,000, preferably between 10,000 cPs and900,000 cPs, and preferably between 20,000 and 850,000 cPs at 25° C.,including all ranges and subranges therebetween. Further, such compoundspreferably have low shrinkage stress (MPa), preferably 1.0 or less,preferably 0.5 or less, preferably 0.3 or less, preferably 0.2 or less,including all ranges and subranges therebetween. Further, such compoundspreferably have high elongation properties, preferably at least 10%,preferably at least 20%, preferably at least 30%, preferably at least50%, and as high as 100% or higher, including all ranges and subrangestherebetween such as, for example, 10% to 100%, 20% to 100%, etc.Further, such compounds preferably have low tensile strength (N/mm²),preferably less than 30 N/mm², preferably less than 25 N/mm², andpreferably less than 20 N/mm².

The at least one photocrosslinkable urethane (meth)acrylate compound ispreferably present at a total content greater than or equal to 1% byweight, in relation to the total weight of the composition,advantageously ranging from about 1% to about 80%, preferably from about5% to about 75%, more preferably from about 10% to about 70%,advantageously from about 25% to about 65% by weight in relation to thetotal weight of the composition.

(Meth)acrylate Monomer (Ethylenically Unsaturated Monomer)

According to preferred embodiments, the photocrosslinkable compound isat least one photocrosslinkable (meth)acrylate monomer. (Meth)acrylatemonomer refers to a compound comprising a single (meth)acrylate functionaccording to the formula H₂C═C(R)—C(O)—O—, where R═H or CH₃ capable ofreacting with other molecules. In various embodiments, the at least one(meth)acrylate monomer may have a molecular weight ranging from 100 toabout 300, for example, from about 120 to about 250.

In various embodiments, the at least one (meth)acrylate monomer may bechosen from compounds of general formula (I):

wherein:

-   R₁ is chosen from hydrogen and C₁-C₃₀ alkyl radicals and R₂ is    chosen from —COOM radicals, wherein M is chosen from C₁-C₃₀ straight    or branched chain alkyl radicals optionally substituted with at    least one hydroxyl group or heterocycle, and from polyalkyleneoxy    groups comprising preferably from 2 to 4 units, and from aromatic,    alicyclic, and bicyclic rings optionally substituted with at least    one substituent chosen from C₁-C₃₀ straight or branched chain alkyl    radicals which may be substituted with at least one hydroxyl group.    In another embodiment, the at least one (meth)acrylate monomer may    be chosen from monomers of formula (I), wherein R₁ is chosen from    hydrogen and CH₃, and-   R₂ is chosen from —COOM radicals, wherein M is chosen from C₁-C₁₀    straight or branched chain alkyl radicals optionally substituted    with at least one hydroxyl group or heterocycle, and from aromatic,    alicyclic, and bicyclic rings optionally substituted with at least    one substituent chosen from C₁-C₃₀ straight or branched chain alkyl    radicals which may be substituted with at least one hydroxyl group.

For example, the (meth)acrylate monomer may be chosen from(meth)acrylate monomers, such as methyl (meth)acrylate (MMA), ethyl(meth)acrylate (EMA), butyl (meth)acrylate (BMA), and polyethylenemonomethacrylate such as diethylene glycol monomethacrylate,polypropylene glycol monomethacrylate such as dipropylene glycolmonomethacrylate, and isobornyl (meth)acrylate, and tetrahydrofurfuryl(meth)acrylate (THFMA), and hydroxyalkyl (meth)acrylate monomers, suchas hydroxypropyl methacrylate (HPMA), hydroxyethyl (meth)acrylate(HEMA), and butoxyethyl (meth)acrylate (BEMA).

Particularly useful for this invention is tetrahydrofurfurylmethacrylate (THFMA) available from Esstech, Inc. (X-958-7466).

Preferably, the (meth)acrylate monomer is present in the composition ofthe invention in the amount from about 0.01% to about 60% by weight,typically from about 5% to about 30% by weight, more particularly fromabout 10% to about 26% by weight, including all ranges and subrangesthere between, all weights being based on the total weight of thecomposition.

Film Forming Polymer

According to preferred embodiments, the nail compositions of the presentinvention comprise at least one non-photocurable film forming polymer.“Film-forming polymer” refers to a non-photocurable polymer suitable forforming alone (i.e. in the absence of an auxiliary film-forming agent oran external stimulus for example such as UV rays), a film suitable forbeing isolated, particularly a continuous adherent film, on a substrate,particularly on nails. Preferably, the film forming polymer is selectedfrom the group consisting of radical or polycondensate type syntheticpolymers, polymers of natural origin, and mixtures thereof.

Specific examples of suitable film forming polymers include, but are notlimited to, polysaccharide derivatives, such as cellulose or guar gumderivatives including nitrocellulose and/or a polysaccharide ester oralkylether such as a polysaccharide consisting of repeat unitscomprising at least two identical or different rings and having a degreeof substitution per saccharide unit between 1.9 and 3, preferablybetween 2.2 and 2.9, and preferably between 2.4 and 2.8, such ascellulose esters (such as cellulose acetobutyrates or celluloseacetopropionates), cellulose alkylethers (such as ethylcelluloses), andethylguars.

Specific examples of suitable film forming polymers also include, butare not limited to, polyurethanes, polyvinylbutyrals, andketone/aldehyde resins, resins from aldehyde condensation products, suchas aryl sulfonamide formaldehyde resins such as toluene sulfonamideformaldehyde resin, aryl-sulfonamide epoxy resins or ethyl tosylamideresins.

Preferably, the at least one film forming polymer is present in the nailcomposition of the present invention in amounts of active materialgenerally ranging from about 2% to about 60%, preferably from about 5%to about 50%, and more preferably from about 8% to about 45%, by weight,based on the total weight of the cosmetic composition, including allranges and subranges in between.

Photoinitiator

According to preferred embodiments, the nail compositions of the presentinvention comprise at least one photoinitiator. The photoinitiatorssuitable for use include those described, for example in “Lesphotoinitiateurs dans la reticulation des rev tements”, G. Li Bassi,Double Liaison—Chimie des Peintures, No. 361, November 1985, p. 34-41;“Applications industrielles de la polymerisation photoinduite”, HenriStrub, L′Actualite Chimique, February 2000, p. 5-13; and“Photopolymeres: considerations theoriques et reaction de prise”, Marc,J. M. Abadie, Double Liaison--Chimie des Peintures, No. 435-436, 1992,p. 28-34.

Suitable photoinitiators include, but are not limited to,alpha-hydroxyketones, marketed for example under the names DAROCUR® 1173and 4265, IRGACURE® 184, 2959, and 500 by BASF, and ADDITOL® CPK byCYTEC, alpha.-aminoketones, marketed for example under the namesIRGACURE® 907 and 369 by BASF, aromatic ketones marketed for exampleunder the name ESACURE® TZT by LAMBERTI, thioxanthones marketed forexample under the name ESACURE® ITX by LAMBERTI, and quinones (thesearomatic ketones generally require the presence of a hydrogen donorcompound such as tertiary amines and particularly alkanolamines—mentionmay particularly be made of the tertiary amine ESACURE® EDB marketed byLAMBERTI), alpha-dicarbonyl derivatives of which the most common isbenzyl dimethyl ketal marketed under the name IRGACURE® 651 by BASF, andacylphosphine oxides, such as for example bis-acylphosphine oxides(BAPO) marketed for example under the names IRGACURE® 819, 1700, and1800, DAROCUR® 4265, LUCIRIN® TPO, and LUCIRIN® TPO-L by BASF.Preferably, the photoinitiator is selected from the group consisting ofalpha-hydroxyketones, alpha-aminoketones, aromatic ketones preferablyassociated with a hydrogen donor compound, aromatic alpha-diketones,acylphosphine oxides, and mixtures thereof.

Preferably, the at least one photoinitiator is present in the nailcomposition of the present invention in amounts of active materialgenerally ranging from about 0.1% to about 10%, preferably from about 1%to about 7%, and more preferably from about 2.5% to about 5%, by weight,based on the total weight of the cosmetic composition, including allranges and subranges in between.

Solvent

According to preferred embodiments, nail compositions further comprisingat least one solvent are provided. Any solvent typically found in nailpolish compositions can be used. Suitable solvents include, but are notlimited to, organic solvents which are liquid at ambient temperature.Examples of suitable solvents include, but are not limited to, ketonessuch as methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone,isophorone, cyclohexanone or acetone; alcohols, such as ethanol,isopropanol, diacetone alcohol, 2-butoxyethanol or cyclohexanol;glycols, such as ethylene glycol, propylene glycol, pentylene glycol orglycerol; propylene glycol ethers, such as propylene glycol monomethylether, propylene glycol monomethyl ether acetate or dipropylene glycolmono(n-butyl) ether; short-chain esters (having a total of 2 to 7 carbonatoms), such as ethyl acetate, methyl acetate, propyl acetate, n-butylacetate or isopentyl acetate; alkanes, such as decane, heptane, dodecaneor cyclohexane; and their mixtures. Most preferred are short-chainesters (having a total of from 2 to 8 carbon atoms).

Preferably, if present, the at least one solvent is present in the nailcomposition of the present invention in amounts of active materialgenerally ranging from about 0.1% to about 50%, preferably from about 5%to about 40%, and more preferably from about 10% to about 35%, byweight, based on the total weight of the cosmetic composition, includingall ranges and subranges in between.

Colorant

According to preferred embodiments, nail compositions further comprisingat least one colorant are provided. Any colorant typically found in nailpolish compositions can be used. Suitable colorants include, but are notlimited to, lipophilic dyes, pigments, pearlescent agents, glitter, andtheir mixtures.

Suitable examples of fat-soluble dyes are, for example, Sudan red, DCRed 17, DC Green 6, β-carotene, soybean oil, Sudan brown, DC Yellow 11,DC Violet 2, DC Orange 5 and quinoline yellow.

Suitable pigments can be white or colored, inorganic and/or organic andcoated or uncoated. Mention may be made, for example, of inorganicpigments such as titanium dioxide, optionally surface treated, zirconiumor cerium oxides and iron or chromium oxides, manganese violet,ultramarine blue, chromium hydrate and ferric blue. Mention may also bemade, among organic pigments, of carbon black, pigments of D & C typeand lakes based on cochineal carmine or on barium, strontium, calcium oraluminum, such as D&C Red No. 10, 11, 12, and 13, D&C Red No. 7, D&C RedNo. 5 and 6, and D&D Red No. 34, as well as lakes such as D&C YellowLake No. 5 and D&C Red Lake No. 2.

Suitable pearlescent pigments can be chosen from, for example, whitepearlescent pigments, such as mica covered with titanium oxide or withbismuth oxychloride, colored pearlescent pigments, such as titaniumoxide-coated mica with iron oxides, titanium oxide-coated mica with inparticular ferric blue or chromium oxide, or titanium oxide-coated micawith an organic pigment of the abovementioned type, and pearlescentpigments based on bismuth oxychloride.

Preferably, if present, the at least one colorant is present in the nailcomposition of the present invention in amounts of active materialgenerally ranging from about 0.1% to about 10%, preferably from about0.25% to about 7%, and more preferably from about 0.5% to about 3.5%, byweight, based on the total weight of the cosmetic composition, includingall ranges and subranges in between.

Auxiliaries/Additives

The nail compositions of the present invention may additionally comprisean additive or auxiliary commonly used in cosmetic compositions andknown to a person skilled in the art as being capable of beingincorporated into a nail polish or varnish composition. Such additivesor auxiliaries may be chosen from gelling agents, thickeners,preservatives, fragrances, oils, waxes, surfactants, antioxidants,agents for combating free radicals, spreading agents, wetting agents,dispersing agents, antifoaming agents, neutralizing agents, stabilizingagents, active principles chosen from essential oils, UV screeningagents, sunscreens, moisturizing agents, vitamins, proteins, ceramides,plant extracts, fibers, and the like, and their mixtures.

In particular, among the gelling agents that may be used, mention may bemade of lipophilic or hydrophilic clays.

The term “hydrophilic clay” means a clay that is capable of swelling inwater; this clay swells in water and forms after hydration a colloidaldispersion. These clays are products that are already well known per se,which are described, for example, in the book “Mineralogie des argiles”,S. Caillere, S. Henin, M. Rautureau, 2^(nd) edition 1982, Masson, theteaching of which is included herein by way of reference. Clays aresilicates containing a cation that may be chosen from calcium,magnesium, aluminium, sodium, potassium and lithium cations, andmixtures thereof. Examples of such products that may be mentionedinclude clays of the smectite family such as montmorillonites,hectorites, bentonites, beidellites and saponites, and also of thefamily of vermiculites, stevensite and chlorites. These clays may be ofnatural or synthetic origin.

Hydrophilic clays that may be mentioned include smectite products suchas saponites, hectorites, montmorillonites, bentonites and beidellite.Hydrophilic clays that may be mentioned include synthetic hectorites(also known as laponites), for instance the products sold by the companyLaporte under the names Laponite XLG, Laponite RD and Laponite RDS(these products are sodium magnesium silicates and in particular sodiumlithium magnesium silicates); bentonites, for instance the product soldunder the name Bentone HC by the company Rheox; magnesium aluminiumsilicates, especially hydrated, for instance the products sold by theVanderbilt Company under the names Veegum Ultra, Veegum HS and VeegumDGT, or calcium silicates, and especially the product in synthetic formsold by the company under the name Micro-cel C.

The term “lipophilic clay” means a clay that is capable of swelling in alipophilic medium; this clay swells in the medium and thus forms acolloidal dispersion. Examples of lipophilic clays that may be mentionedinclude modified clays such as modified magnesium silicate (Bentone GelVS38 from Rheox), and hectorites modified with a C₁₀ to C₂₂ fatty-acidammonium chloride, for instance hectorite modified withdistearyldimethylammonium chloride (CTFA name: disteardimoniumhectorite) sold under the name Bentone 38 CE by the company Rheox orBentone 38V® by the company Elementis.

In particular, among the gelling agents that may be used, mention may bemade of silica particles. Preferably, the silica particles are fumedsilica particles.

Suitable silicas include, but are not limited to, hydrophobic silicas,such as pyrogenic silica optionally with hydrophobic surface treatmentwhose particle size is less than 1 micron, preferably less than 500 nm,preferably less than 100 nm, preferably from 5 nm to 30 nm, includingall ranges and subranges therebetween. It is in fact possible to modifythe surface of silica chemically, by a chemical reaction producing adecrease in the number of silanol groups present on the surface of thesilica. The silanol groups can notably be replaced with hydrophobicgroups: a hydrophobic silica is then obtained. The hydrophobic groupscan be:

trimethylsiloxyl groups, which are notably obtained by treatment ofpyrogenic silica in the presence of hexamethyldisilazane. Silicastreated in this way are called “Silica silylate” according to the CTFA(6th edition, 1995). They are for example marketed under the references“AEROSIL R812®” by the company Degussa, “CAB-O-SIL TS-530®” by thecompany Cabot;

dimethylsilyloxyl or polydimethylsiloxane groups, which are notablyobtained by treatment of pyrogenic silica in the presence ofpolydimethylsiloxane or dimethyldichlorosilane. Silicas treated in thisway are called “Silica dimethyl silylate” according to the CTFA (6thedition, 1995). They are for example marketed under the references“AEROSIL R972®”, “AEROSIL R974®” by the company Degussa, “CAB-O-SILTS-610®”, “CAB-0-SIL TS-720®” by the company Cabot.

Preferably, the gelling agent, if present, is present in the nailcomposition of the present invention in amounts of active materialgenerally ranging from about 0.1% to about 10%, preferably from about0.25% to about 5%, and more preferably from about 0.5% to about 3.5%, byweight, based on the total weight of the cosmetic composition, includingall ranges and subranges in between.

A person skilled in the art will take care to select the optionaladditional additives and/or the amount thereof such that theadvantageous properties of the composition according to the inventionare not, or are not substantially, adversely affected by the envisagedaddition.

These substances may be selected variously by the person skilled in theart in order to prepare a composition which has the desired properties,for example, consistency or texture.

These additives may be present in the composition in a proportion from0% to 99% (such as from 0.01% to 90%) relative to the total weight ofthe composition and further such as from 0.1% to 50% (if present),including all ranges and subranges therebetween.

Needless to say, the composition of the invention should be cosmeticallyor dermatologically acceptable, i.e., it should contain a non-toxicphysiologically acceptable. The composition may be in any galenic formnormally employed in the cosmetic and dermatological fields which issuitable for topical administration onto nails.

Nail Composition Set

According to the present invention, a nail composition set comprising atleast one color coat and at least one basecoat are provided. The nailcomposition set of the present invention can optionally further compriseat least one primer coat and/or at least one topcoat.

For example, a nail composition set comprising at least one primer, atleast one basecoat, at least one color coat and at least one topcoat areprovided. However, the primer coat and/or topcoat are optional. Thus,nail composition sets comprising at least one primer, at least onebasecoat and at least one color coat, as well as nail composition setscomprising at least one basecoat, at least one color coat and at leastone topcoat are provided by the present invention.

It should be understood that each coat or layer in the nail compositionset, itself, can comprise one or more layers of each composition. Thus,the at least one primer can comprise one or more primer layers; the atleast one basecoat can comprise one or more basecoat layers; the atleast one color coat can comprise one or more color coat layers; and theat least one topcoat can comprise one or more topcoat layers.Preferably, each primer, basecoat, color coat and topcoat contains threeor fewer layers or compositions, more preferably two or fewer layers orcompositions, and most preferably a single layer or composition.

According to the present invention, at least one composition of the nailcomposition set is a nail composition comprising at least onesilicone-organic polymer hybrid compound in accordance with the presentinvention. The other composition(s) of the nail composition set may beany suitable composition for application to nails. For example, thebasecoat(s) can be an adhesive layer or an undercoat layer; the colorcoat(s) can be a nail polish composition(s) such as, for example, astandard UV gel composition; the topcoat(s) can be an extra shine layerand/or a protective layer, etc.

The present invention also relates to methods for improving gloss of anail composition comprising (1) forming a nail composition comprising atleast one silicone-organic polymer hybrid compound and (2) providinginstructions (a) to apply the nail composition to nails to form anapplied composition on the nails, (b) to subject the applied compositionto ultraviolet (UV) or visible light radiation to form a curedcomposition on the nails, and (c) to apply at least one short chainalcohol to the cured composition on the nails in an amount sufficient toincrease gloss of the cured composition. According to these methods, theshort chain alcohol is preferably a C3-C5 alcohol, and the short chainalcohol is preferably branched. Isopropyl alcohol is most preferred.Further according to these methods, the short chain alcohol is appliedto the cured composition by saturating a carrier substrate such as acloth, cotton swab or cotton ball a wiping or rubbing the curedcomposition with the saturated carrier substrate. Also according tothese methods, at least one consumer (for example, either the person onwhose nails the compositions are applied and/or the person who appliesthe compositions to nails) is provided the instructions discussed above.

The present invention also relates to methods for improving gloss of anail composition comprising (1) forming a nail composition comprising atleast one silicone-organic polymer hybrid compound and (2) providinginstructions (a) to apply the nail composition to nails to form anapplied composition on the nails, (b) to subject the applied compositionto ultraviolet (UV) or visible light radiation to form a curedcomposition on the nails, and (c) to apply at least one short chainalcohol to the cured composition on the nails, resulting in a glossycured composition. According to these methods, the short chain alcoholis preferably a C3-C5 alcohol, and the short chain alcohol is preferablybranched. Isopropyl alcohol is most preferred. Further according tothese methods, the short chain alcohol is applied to the curedcomposition by saturating a carrier substrate such as a cloth, cottonswab or cotton ball a wiping or rubbing the cured composition with thesaturated carrier substrate to substantially remove a tacky layer. Alsoaccording to these methods, at least one consumer (for example, eitherthe person on whose nails the compositions are applied and/or the personwho applies the compositions to nails) is provided the instructionsdiscussed above.

The present invention also relates to methods for improving gloss of anail composition comprising (1) applying a nail composition comprisingat least one silicone-organic polymer hybrid compound to nails to forman applied composition on the nails, subjecting the applied compositionto ultraviolet (UV) or visible light radiation to form a curedcomposition on the nails, and applying at least one short chain alcoholto the cured composition on the nails, resulting in a glossy curedcomposition. According to these methods, the short chain alcohol ispreferably a C3-C5 alcohol, and the short chain alcohol is preferablybranched. Isopropyl alcohol is most preferred. Further according tothese methods, the short chain alcohol is applied to the curedcomposition by saturating a carrier substrate such as a cloth, cottonswab or cotton ball a wiping or rubbing the cured composition with thesaturated carrier substrate to substantially remove a tacky layer.

In association with the preceding methods of improving gloss, it hasbeen surprisingly discovered that applying (for example, rubbing orwiping) a short chain alcohol such as isopropyl alcohol to or againstthe cured composition improves gloss without affecting materiallyaffecting properties such as adhesion and water-resistance. Although notwishing to be bound by any particular theory, it is believed thatapplication of the short chain alcohol effects removal of a tacky layerof the cured composition (due to oxygen inhibition of the free radicalpolymerization at the air surface interface), resulting in improvedgloss properties.

Also in association with the preceding methods of improving gloss, forpurposes of the methods of the present invention where the invention“consists essentially of” the identified ingredients and/or processsteps, the sole “basic and novel property” of such methods is gloss.Further, given that it is contemplated that other gloss enhancers orboosters can be added to the invention methods in the context of thepresent invention, a “material effect” on the basic and novel propertyof the invention can only be an adverse effect. That is, becausepositive effects on gloss value (such as those effected by glossenhancing agents) are within the scope of the present invention, onlyingredients which have a material adverse effect on gloss value would berelevant to determining whether or not compositions or methods “consistessentially of” the required elements.

According to preferred embodiments of the present invention, methods ofmaking up or protecting nails comprising applying to the nails at leastone nail composition comprising at least one silicone-organic polymerhybrid compound to nails in an amount sufficient to makeup or protectthe nails are provided.

According to preferred embodiments of all method claims discussed above,such methods comprise a) applying at least one coating of a nailcomposition of the present invention onto a nail or onto a previouslyapplied composition on a nail (for example, primer), and b) exposing thecoated nail to UV or visible light radiation, whereby photocrosslinkingof at least one photocrosslinkable compound occurs.

Suitable radiation crosslinking the photocrosslinkable compound has, forexample, a wavelength ranging from 210 to 600 nm, preferably from 250 to420 nm, preferably from 350 to 410 nm. The use of lasers may also effectcrosslinking. In one preferred embodiment of the invention methods, aLED lamp or an UV lamp, preferably a mercury vapor lamp, optionallydoped with further elements, such as gallium, suitable for modifying theemission spectrum of the light source, can be used. Of course, theexposure time of the deposited coat to radiation is dependent on variousfactors such as the chemical nature and content of the reactivecompounds or the crosslinking density sought. Typically, satisfactoryresults can be obtained after an exposure time ranging from 10 secondsto 100 minutes, preferably from 30 seconds to 5 minutes.

Before the crosslinking occurs but after application of the nailcomposition of the present invention, there may be a period for dryingthe deposited coated layer, the duration of which may vary from 10seconds to 10 minutes, typically from 30 seconds to 3 minutes. Thedrying is generally performed in air and at ambient temperature.

According to preferred embodiments of the present invention, a kit for anail composition set comprising at least one nail composition comprisingat least one silicone-organic polymer hybrid compound and at least oneadditional composition selected from the group consisting of a primer, abasecoat, a color coat and a top coat are also provided. Preferably, thekit further comprises one or more of the following: instructions forapplying a nail composition of the present invention; instructions forremoving a nail composition of the present invention; an abrasivematerial having a granulometry greater than or equal to 200 μm,preferably less than 300 μm, preferably from 220 μm to 280 μm; and/or aLED lamp or an UV lamp.

The compositions according to the invention can be manufactured by knownprocesses used generally in the cosmetics or dermatological field.

Unless otherwise indicated, all numbers expressing quantities ofingredients, reaction conditions, and so forth used in the specificationand claims are to be understood as being modified in all instances bythe term “about.” Accordingly, unless indicated to the contrary, thenumerical parameters set forth in the following specification andattached claims are approximations that may vary depending upon thedesired properties sought to be obtained by the present invention.

Notwithstanding that the numerical ranges and parameters setting forththe broad scope of the invention are approximations, the numericalvalues set forth in the specific examples are reported as precisely aspossible. Any numerical value, however, inherently contain certainerrors necessarily resulting from the standard deviation found in theirrespective measurements. The following examples are intended toillustrate the invention without limiting the scope as a result. Thepercentages are given on a weight basis.

EXAMPLES Example 1 Compositions And Testing For Compositions ContainingVarying Amounts of Silicone-Organic Polymer Hybrid Compound

The formulations in the table below were prepared. These compositionscontained varying amounts of silicone-organic polymer hybrid compound.Specifically, five compositions were prepared having the followingamounts of silicone-organic polymer hybrid compound: 0% (comparativecomposition); 3%; 5%, 10%; and 19%:

Such formulations can be prepared by combining all raw materials, andthen mixing at 2750 rpm for 2 min in high speed a SpeedMixer™ fromFlateck. If desired, the silicone-organic polymer hybrid compound can beneutralized before combination with the other ingredients.

Gloss was then determined using a gloss meter. For this determination, alayer of the composition to be tested was spread on a contrast cardusing an automatic spreader. The layer covered at least the whitebackground of the card and cured for 60 seconds using an LED lamp. Then,the deposit was wiped with isopropanol. Then, gloss was measured at 20°on the white background using a Byk Gardner gloss meter of referencemicroTRl-GLOSS. This measurement was repeated 3 times, and the averagegloss (in gloss units (GU)) is the average of the 3 measurements carriedout.

Adhesion/Removal properties were also assessed. For this determination,2 cm×2 cm squares of Vitronails® from IMS Inc. were buffed with OPI 280grid buffer in 2 different directions, then 2 layers of UV nail gel wereapplied composition with a brush. Each layer was cured 60s under UV-LEDlamp and the last layer was wiped with isopropanol to remove the stickylayer. The samples were left to set at least overnight. Then, difficultyto remove the product from vitronail was assessed. The adhesion/removalproperties were assessed from 1 to 5, where 5 meant very easy to removeand 1 very difficult.

Acetone removal properties were also assessed. For this determination, 1nail spoon with 2 layers of UV nail gel composition applied with a brushwas prepared. Each layer was cured 60s under UV-LED lamp and the lastlayer was wiped with isopropanol to remove the sticky layer. Afterwardsa ˜1 cm×1 cm cotton saturated with 0.3 mL of acetone was placed on thecoated spoon for 3 minutes with a 100 g weight. After removal of thecotton, the surface was visually assessed and then the operator tried toremove the film with a plastic cuticle pusher. The ease of removal wasassessed from 1 to 5, where 5 meant very easy to remove and 1 verydifficult.

Water-resistance was also determined. 2 nail spoons were coated with 2layers of UV nail gel composition with a brush. Each layer was cured 60seconds under a UV-LED lamp and the last layer was wiped withisopropanol to remove the tacky layer. Afterwards 1 spoon was immersedin 45° C. soapy water (soap ˜12g/L) for 20 min. Once removed from thewater the film was compared to the non-immersed spoon (for propertiessuch as shine, color, smoothness), then scratched with a quarter toassess the integrity of the wet film. The water resistance was ratedfrom 1 to 5 where 5 was very good water resistance and 1 was very poorwater resistance.

The results are set forth in Table 1 below.

TABLE 1 INCI name Comparative Invention formulas BIS-HEMA IPDI 27.4627.46 27.46 27.46 27.46 DI-HEMA TRIMETHYLHEXYL 6.87 6.87 6.87 6.87 6.87DICARBAMATE TETRAHYDROFURFURYL 14.30 14.30 14.30 14.30 14.30METHACRYLATE HEMA MALEATE 8.58 8.58 8.58 8.58 8.58 Crotonic acid/vinylC8-12 0.00 3.00 5.00 10.00 19.10 isoalkyl esters/VA/bis-vinyl-dimethicone crosspolymer Ethanol 3.00 5.00 10.00 19.10 ETHYLTRIMETHYLBENZOYL 4.00 4.00 4.00 4.00 4.00 PHENYLPHOSPHINATE Red 6 Lake0.24 0.24 0.24 0.24 0.24 Red 7 Lake 0.29 0.29 0.29 0.29 0.29 TITANIUMDIOXIDE (and) 0.10 0.10 0.10 0.10 0.10 OXIDIZED POLYETHYLENE ETHYLACETATE 38.16 32.16 28.16 18.16 0.00 Total 100.0 100.0 100.0 100.0 100.0Gloss @ 20° (GU) 42.7 ± 0.4   55.2 ± 1.4   66.0 ± 1.0 65.3 ± 1.2  60.8 ±0.3 Water resistance (2 coats) 1.5 1.5 1.5 2.5 2.5 Adhesion toVitronails ® 5 ± 0.5 5 ± 0.5 4.75 ± 0.5 4.5 ± 0.5 4.25 ± 0.5 Acetoneremoval 3 ± 0.5 3 ± 0.5  3.5 ± 0.5 4.5 ± 0.5  4.5 ± 0.5

According to the results in Table 1, adding silicone-organic polymerhybrid compound clearly improves the shine of the original UV nail gelsystem (as compared to the comparative composition, particularly atamounts of 5% and greater.

Moreover, this higher shine was achieved while preserving good adhesionand good solvent removal properties.

Using the same protocol as described above, a commercially availableproduct which did not contain silicone-organic polymer hybrid compoundwas obtained and tested. The results in Table 2 demonstrate that thatcommercially available product possessed inferior properties as comparedto the present invention.

TABLE 2 Commercially Available Product Lacking Silicone-Organic PolymerHybrid Compound (Haute) Gloss @ 20° (GU) 30.5 ± 0.1  Water resistance (2coats) 2.5 Adhesion to Vitronails ®  1 ± 0.5 Acetone removal 3.5 ± 0.5

1. A nail composition comprising at least one photocrosslinkablecompound, at least one photoinitiator and at least one silicone-organicpolymer hybrid compound, wherein the silicone-organic polymer hybridcompound is present in an amount ranging from 2% to 20% by weight withrespect to the weight of the composition.
 2. The nail composition ofclaim 1, wherein the silicone-organic polymer hybrid compound is acopolymer of a vinyl acetate, a vinylsilicone, a C3-7 carboxylic acidand a vinyl C7-45 alkyl ester.
 3. The nail composition of claim 1,wherein the silicone-organic polymer hybrid compound is a CrotonicAcid/Vinyl C8-12 Isoalkyl Esters/VA/Bis-Vinyldimethicone Crosspolymer.4. A nail composition set comprising the nail composition of claim
 1. 5.A kit comprising the nail composition of claim
 1. 6. A method forimproving gloss of a nail composition comprising: a. forming a nailcomposition comprising at least one silicone-organic polymer hybridcompound; and b. providing instructions: i. to apply the nailcomposition to nails to form an applied composition on the nails; ii. tosubject the applied composition to ultraviolet (UV) or visible lightradiation to form a cured composition on the nails; and iii. to apply atleast one a C3-C5 alcohol to the cured composition on the nails,resulting in a glossy cured composition.
 7. A method for improving glossof a nail composition comprising: applying a nail composition comprisingat least 5% by weight with respect to the total weight of the nailcomposition of at least one silicone-organic polymer hybrid compound tonails to form an applied composition on the nails; subjecting theapplied composition to ultraviolet (UV) or visible light radiation toform a cured composition on the nails; and applying at least one a C3-C5alcohol to the cured composition on the nails, resulting in a glossycured composition.
 8. The method of claim 6, wherein the C3-C5 alcoholis isopropyl alcohol.
 9. The method of claim 6, wherein thesilicone-organic polymer hybrid compound is a copolymer of a vinylacetate, a vinyl silicone, a C3-7 carboxylic acid and a vinyl C7-45alkyl ester.
 10. The method of claim 6, wherein the silicone-organicpolymer hybrid compound is a Crotonic Acid/Vinyl C8-12 IsoalkylEsters/VA/Bis-Vinyldimethicone Crosspolymer.
 11. The method of claim 6,wherein the silicone-organic polymer hybrid compound is present in anamount ranging from 2% to 20% by weight with respect to the weight ofthe composition.
 12. The method of claim 7, wherein the C3-C5 alcohol isisopropyl alcohol.
 13. The method of claim 7, wherein thesilicone-organic polymer hybrid compound is a copolymer of a vinylacetate, a vinyl silicone, a C3-7 carboxylic acid and a vinyl C7-45alkyl ester.
 14. The method of claim 7, wherein the silicone-organicpolymer hybrid compound is Crotonic Acid/Vinyl C8-12 IsoalkylEsters/VA/Bis-Vinyldimethicone Crosspolymer.
 15. The method of claim 7,wherein the silicone-organic polymer hybrid compound is present in anamount ranging from 5% to 20% by weight with respect to the weight ofthe composition.
 16. The method of claim 1, wherein the glossy curedcomposition has a gloss, measured at 20°, of greater than or equal to 60GU.
 17. The method of claim 14, wherein the glossy cured composition hasa gloss, measured at 20°, of greater than or equal to 60 GU.
 18. Themethod of claim 15, wherein the glossy cured composition has a gloss,measured at 20°, of greater than or equal to 60 GU.